Development of a New Nonpeptidic Self-Immolative Spacer. Application to the Design of Protease Sensing Fluorogenic Probes
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- 作者：Yves Meyer ; Jean-Alexandre Richard ; Marc Massonneau ; Pierre-Yves Renard ; Anthony Romieu
- 刊名：Organic Letters
- 出版年：2008
- 出版时间：April 17, 2008
- 年：2008
- 卷：10
- 期：8
- 页码：1517 - 1520
- 全文大小：74K
- 年卷期：v.10,no.8(April 17, 2008)
- ISSN：1523-7052
文摘
The design and synthesis of novel self-immolative spacer systems aiming at the release of phenol-containing compounds are described. Thenewly designed traceless linkers proved to be conveniently stable under physiological conditions and operate through spontaneous decompositionof an hemithioaminal intermediate under neutral aqueous conditions. Their utility was then illustrated by the preparation of original fluorogenicsubstrates of penicillin amidase whose strong fluorescence is unveiled through enzyme-initiated domino reactions.